Biodegradable Polyhydroxyalkanoates by Stereoselective Copolymerization of Racemic Diolides: Stereocontrol and Polyolefin‐Like Properties
| Autor: | Xiaoyan Tang, Laura Falivene, Eugene Y.-X. Chen, Andrea H. Westlie, Luigi Cavallo, Lucia Caporaso |
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| Rok vydání: | 2020 |
| Předmět: |
ring-opening polymerization
Polyenes Ring-opening polymerization Catalysis Polyhydroxyalkanoates Polymerization chemistry.chemical_compound Tacticity Copolymer Organic chemistry polymers chemistry.chemical_classification Stereoisomerism General Medicine General Chemistry Polymer Biodegradable polymer kinetics plastics yttrium Polyolefin Molecular Weight chemistry |
| Zdroj: | Angewandte Chemie International Edition. 59:7881-7890 |
| ISSN: | 1521-3773 1433-7851 |
| DOI: | 10.1002/anie.201916415 |
| Popis: | Bacterial polyhydroxyalkanoates (PHAs) are a unique class of biodegradable polymers because of their biodegradability in ambient environments and structural diversity enabled by side-chain groups. However, the biosynthesis of PHAs is slow and expensive, limiting their broader applications as commodity plastics. To overcome such limitation, the catalyzed chemical synthesis of bacterial PHAs has been developed, using the metal-catalyzed stereoselective ring-opening (co)polymerization of racemic cyclic diolides (rac-8DLR , R=alkyl group). In this combined experimental and computational study, polymerization kinetics, stereocontrol, copolymerization characteristics, and the properties of the resulting PHAs have been examined. Most notably, stereoselective copolymerizations of rac-8DLMe with rac-8DLR (R=Et, Bu) have yielded high-molecular-weight, crystalline isotactic PHA copolymers that are hard, ductile, and tough plastics, and exhibit polyolefin-like thermal and mechanical properties. |
| Databáze: | OpenAIRE |
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